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AMN082

Cat No.:V11177 Purity: ≥98%
AMN082 is a selective, orally bioactive, BBB (blood-brain barrier) permeable/penetrable mGluR7 agonist that directly activates receptor signaling through an allosteric site in the transmembrane region.
AMN082
AMN082 Chemical Structure CAS No.: 97075-46-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
50mg
Other Sizes

Other Forms of AMN082:

  • AMN082 free base
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
AMN082 is a selective, orally bioactive, BBB (blood-brain barrier) permeable/penetrable mGluR7 agonist that directly activates receptor signaling through an allosteric site in the transmembrane region. AMN082 potently inhibits cAMP accumulation and stimulates GTPγS binding (EC50, 64-290 nM) on transfected mammalian cells expressing mGluR7. AMN082 is selective for other mGluR subtypes and selective ionotropic glutamate receptors. Has antidepressant effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Without altering the baseline glutamate release, preincubating synaptosomes with AMN082 (1 μM) for 10 min prior to 4-aminopyridine treatment efficiently suppresses 4-aminopyridine-evoked glutamate release [2].
ln Vivo
AMN082 (6 mg/kg; oral) generates a rise in stress hormones in a mGluR7+/+ mouse (C57BL/6 genetic background) in a mGluR7-dependent way [1]. AMN082 (1.25-5.0 mg/kg, i.p.; 30 minutes before each injection of cocaine or morphine during repeated dosing or before cocaine or morphine challenge) dose-dependently attenuates the development and expression of cocaine or morphine locomotor sensitization [3] .
Animal Protocol
Animal/Disease Models: Male Swiss mice (20-25g) [3]
Doses: 1.25, 2.5, 5.0 mg/kg
Route of Administration: intraperitoneal (ip) injection; on day 17 or day 20, cocaine (10 mg/kg) or Results of morphine (10 mg/kg) given 30 minutes before challenge: Dramatically attenuated the expression of cocaine-induced locomotor sensitization; attenuated morphine-induced sensitization.
References

[1]. A selective metabotropic glutamate receptor 7 agonist: activation of receptor signaling via an allosteric site modulates stress parameters in vivo. Proc Natl Acad Sci U S A. 2005;102(51):18712-18717.

[2]. Metabotropic glutamate 7 receptor agonist AMN082 inhibits glutamate release in rat cerebral cortex nerve terminal. Eur J Pharmacol. 2018;823:11-18.

[3]. AMN082, a metabotropic glutamate receptor 7 allosteric agonist, attenuates locomotor sensitization and cross-sensitization induced by cocaine and morphine in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2015;57:166-175.

Additional Infomation
AMN082 dihydrochloride is a hydrochloride obtained by combining N,N'-bis(diphenylmethyl)ethane-1,2-diamine with two molar equivalent of hydrochloric acid. It has a role as a metabotropic glutamate receptor agonist, a geroprotector and a neuroprotective agent. It contains a N,N'-bis(diphenylmethyl)ethane-1,2-diamine(2+).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H28N2.2[HCL]
Molecular Weight
465.4572
Exact Mass
464.179
CAS #
97075-46-2
Related CAS #
AMN082 free base;83027-13-8
PubChem CID
11698390
Appearance
White to off-white solid powder
LogP
8.13
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
9
Heavy Atom Count
32
Complexity
362
Defined Atom Stereocenter Count
0
InChi Key
YRQCDCNQANSUPB-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H28N2.2ClH/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)29-21-22-30-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;;/h1-20,27-30H,21-22H2;2*1H
Chemical Name
N,N'-dibenzhydrylethane-1,2-diamine;dihydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~33.33 mg/mL (~71.61 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1484 mL 10.7421 mL 21.4841 mL
5 mM 0.4297 mL 2.1484 mL 4.2968 mL
10 mM 0.2148 mL 1.0742 mL 2.1484 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • AMN082 activates G protein signaling via mGluR7. (A) Effect of DL-AP4 (4 mM, dotted line) and AMN082 (0.01-3 μM, solid line) on the inhibition of forskolin-stimulated cAMP accumulation in CHO cells stably expressing mGluR7b. (B) Effect of l-glutamate (L-Glu) and AMN082 on CHO mGluR2 cells. The results are normalized to control (30 μM forskolin-stimulated cAMP levels) and were pooled from at least six measurements obtained in three independent experiments and expressed as means with SEM. **, P < 0.01 vs. control; Dunnett's t test. (C) GTPγ35S binding experiments using membranes from CHO mGluR7b cells. The indicated concentrations of AMN082, DL-AP4, and l-glutamate were applied alone and in combination with each other. Three independent experiments were combined, and means with SEM are shown. Statistics symbols are shown for coapplication of drugs as follows: **, P < 0.01 vs. 8 mM l-glutamate (control); ##, P < 0.01 vs. 5 mM DL-AP4 (Dunnett's t test). (D) Concentration-response curves of AMN082 in the presence of 0.2 mM DL-AP4 with and without CPPG or MSOP, when using GTPγ35S binding on CHO mGluR7b membranes; mean data ± SEM from a single representative experiment (n = 3). (E and F) Chemical structures of L-AP4 and AMN082.[1].A selective metabotropic glutamate receptor 7 agonist: activation of receptor signaling via an allosteric site modulates stress parameters in vivo. Proc Natl Acad Sci U S A. 2005;102(51):18712-18717.
  • AMN082 and orthosteric l-glutamate (L-Glu) site ligands have little, if any, effect on each other's potency. All membranes were prepared from CHO cells stably expressing mGluR7b. (A) Concentration-response curves for AMN082, DL-AP4, and l-glutamate. At least three independent experiments were pooled, and all values were normalized to the control stimulation of 8 mM l-glutamate (set to 100%); means with SEM are shown. (B) Concentration-response curves for AMN082 in the absence and presence of 3 mM l-glutamate concentrations. Three independent experiments were pooled, and all values were normalized as above; means with SEM are shown. (C) Concentration-response curves for l-glutamate in the absence and presence of 1 μM AMN082. Four independent experiments were pooled, and all values were normalized to control (as above). (B and C) □, no further chemicals were added. (D) The calculated parameters from at least three separate experiments, parts of which are shown in B and C, indicate that l-glutamate or AMN082 had little effect on AMN082 or l-glutamate potency, respectively. 95% CI, 95% confidence interval.[1].A selective metabotropic glutamate receptor 7 agonist: activation of receptor signaling via an allosteric site modulates stress parameters in vivo. Proc Natl Acad Sci U S A. 2005;102(51):18712-18717.
  • AMN082 activates G protein signaling via a binding site in the transmembrane region of mGluR7. (A and B) The effect of AMN082 on GTPγ35S binding in the absence and presence of DL-AP4 when using membranes from CHO-C4 cells stably expressing mGluR7b (A) or mGluR6 (B). (C and D) The effect of AMN082 on mGluR6/7b (C) and mGluR7/6 (D) chimeric receptor cell membranes. All bars represent the mean ± SEM of at least three independent experiments (n = 3), and all values were normalized to the control stimulation of the respective agonist concentrations (4 mM DL-AP4 for mGluR7 and mGluR7/6; 10 μM DL-AP4 for mGluR6 and mGluR6/7b). **, Significant increases vs. maximal DL-AP4 controls (P < 0.01); ##, P < 0.01 vs. additive effect of submaximal DL-AP4 (gray bars) and 3 μM AMN082 (black bars); Dunnett's t test.[1].A selective metabotropic glutamate receptor 7 agonist: activation of receptor signaling via an allosteric site modulates stress parameters in vivo. Proc Natl Acad Sci U S A. 2005;102(51):18712-18717.
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